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K2S as Sulfur Source and DMSO as Carbon Source for the Synthesis of 2-Unsubstituted Benzothiazoles

Xiaoming Zhu*, Fuxing Zhang, Daizhi Kuang, Guobo Deng, Yuan Yang, Jiangxi Yu* and Yun Liang*

*Hengyang Normal University, Hengyang, Hunan 421008; Hunan Normal University, Changsha, Hunan 410081, China, Email: zxmhnhy163.com, hnhyyjx126.com, ylianghunnu.edu.cn

X. Zhu, F. Zhang, D. Kuang, G. Deng, Y. Yang, J. Yu, Y. Liang, Org. Lett., 2020, 22, 3789-3793.

DOI: 10.1021/acs.orglett.0c00994 (free Supporting Information)



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Abstract

A three-component reaction of o-iodoanilines or electron-rich aromatic amines with K2S and DMSO provides 2-unsubstituted benzothiazoles in good isolated yields with good functional group tolerance. A similar reaction of o-phenylenediamines provided 2-unsubstituted benzimidazoles without K2S. DMSO plays three vital roles: carbon source, solvent, and oxidant.


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Key Words

benzothiazoles, benzimidazoles, multicomponent reactions


ID: J54-Y2020